스핑가닌

스핑가닌
스핑가닌 구조식 이미지
카스 번호:
3102-56-5
한글명:
스핑가닌
동의어(한글):
스핑가닌
상품명:
DL-ERYTHRO-DIHYDROSPHINGOSINE
동의어(영문):
DIHYDROSPHINGOSINE;D-ERYTHRO-SPHINGANINE;D-ERYTHRO-DIHYDROSPHINGOSINE;DL-ERYTHRO-1,3-DIHYDROXY-2-AMINOOCTADECANE;DL-SPHINGANINE;D,L-ERYTHRO-SPHINGANINE;DL-ERYTHRO-DIHYDROSPHINGOSINE;DIHYDROSPHINGOSINE, D-ERYTHRO;D-ERYTHRO-SPHINGOSINE, DIHYDRO-;D-ERTYTHRO-SPHINGANINE, C18 CHAIN
CBNumber:
CB6139144
분자식:
C18H39NO2
포뮬러 무게:
301.51
MOL 파일:
3102-56-5.mol

스핑가닌 속성

녹는점
70-72°C
끓는 점
446.2±25.0 °C(Predicted)
밀도
0.927±0.06 g/cm3(Predicted)
저장 조건
−20°C
용해도
클로로포름/메탄올(9:1): 20mg/mL, 투명, 무색 ~ 희미한 노란색
물리적 상태
고체
물리적 상태
단단한 모양
산도 계수 (pKa)
12.57±0.45(Predicted)
색상
하얀색
수용성
물에 용해됨(일부 혼화성), 클로로포름, 100% 따뜻한 에탄올(25mg/ml), 따뜻한 DMSO(25mg/ml) 및 메탄올.
InChI
InChI=1/C18H39NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)17(19)16-20/h17-18,20-21H,2-16,19H2,1H3/t17-,18+/s3
InChIKey
OTKJDMGTUTTYMP-LHIQYTEENA-N
SMILES
C(O)[C@@H](N)[C@@H](O)CCCCCCCCCCCCCCC |&1:2,4,r|
CAS 데이터베이스
3102-56-5(CAS DataBase Reference)

안전

WGK 독일 3

스핑가닌 C화학적 특성, 용도, 생산

개요

DL-erythro Sphinganine (d18:0) is a precursor of ceramide and sphingosine as well as a substrate of sphingosine kinases, which generate sphinganine-1-phosphate . Sphinganine levels increase significantly in response to certain mycotoxins, including fumonisins as well as in some cancers. This product is a mixture of sphinganine (d18:0) , L-erythro sphinganine (d18:0) , D-threo sphinganine (d18:0) , and L-threo sphinganine (d18:0). [Matreya, LLC. Catalog No. 1324]

화학적 성질

White Powder

용도

DL-erythro-Dihydrosphingosine is an inhibitor of PKC (protein kinase C). This compound also blocks PLA2 (phospholipases A2) and the D-sphingosine precursor.

생물학적 활성

Protein kinase C inhibitor.

Purification Methods

Purify it by recrystallisation from pet ether/EtOAc or CHCl3. The (±)-N-dichloroacetyl derivative has m 142-144o (from MeOH). [Shapiro et al. J Am Chem Soc 80 2170 1958, Shapiro & Sheradsky J Org Chem 28 2157 1963.] The D-isomer crystallises from pet ether/Et2O and has m 78.5-79o, [] 28 +6o (CHCl3/MeOH, 10:1). [Grob & Jenny Helv Chim Acta 35 2106 1953, Jenny & Grob Helv Chim Acta 36 1454 1953, Beilstein 4 I 448, 4 II 757, 4 III 854, 4 IV 1887.]

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